CA2419574A1 - Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials - Google Patents
Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials Download PDFInfo
- Publication number
- CA2419574A1 CA2419574A1 CA002419574A CA2419574A CA2419574A1 CA 2419574 A1 CA2419574 A1 CA 2419574A1 CA 002419574 A CA002419574 A CA 002419574A CA 2419574 A CA2419574 A CA 2419574A CA 2419574 A1 CA2419574 A1 CA 2419574A1
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- CA
- Canada
- Prior art keywords
- biodegradable polymer
- polymer blend
- stiff
- soft
- transition temperature
- Prior art date
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
- C08L101/16—Compositions of unspecified macromolecular compounds the macromolecular compounds being biodegradable
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/91—Polymers modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/08—Metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L3/00—Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
- C08L3/02—Starch; Degradation products thereof, e.g. dextrin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
- C08L67/025—Polyesters derived from dicarboxylic acids and dihydroxy compounds containing polyether sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/12—Polyester-amides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2300/00—Characterised by the use of unspecified polymers
- C08J2300/16—Biodegradable polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31786—Of polyester [e.g., alkyd, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Biological Depolymerization Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Laminated Bodies (AREA)
- Wrappers (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Abstract
Biodegradable polymer blends suitable for laminate coatings, wraps and other packaging materials manufactured from at least one "stiff" biopolymer and at least one "soft" biopolymer. "Stiff" biopolymers tend to be more brittle and rigid and typically have a glass transition temperature greater than about 10° C. "Soft"
biopolymers tend to be more flexible and pliable and typically have a glass transition temperature less than about 0° C. While stiff and soft polymers each possess certain intrinsic benefits, certain blends of stiff and soft polymers have been discovered which possess synergistic properties superior to those of either stiff or soft polymers by themselves.
Biodegradable polymers include polyesters, polyesteramides and thermoplastically processable starch.
The polymer blends may optionally include an inorganic filler. Films and sheets made from the polymer blends may be textured so as to increase the bulk hand feel.
Wraps will typically be manufactured so as to have good "dead-fold" properties so as to remain in a wrapped position and not spring back to an "unwrapped" and planar form.
Laminate films will typically have good water vapor barrier properties as measured by their Water Vapor Permeability Coefficient (WVPC).
biopolymers tend to be more flexible and pliable and typically have a glass transition temperature less than about 0° C. While stiff and soft polymers each possess certain intrinsic benefits, certain blends of stiff and soft polymers have been discovered which possess synergistic properties superior to those of either stiff or soft polymers by themselves.
Biodegradable polymers include polyesters, polyesteramides and thermoplastically processable starch.
The polymer blends may optionally include an inorganic filler. Films and sheets made from the polymer blends may be textured so as to increase the bulk hand feel.
Wraps will typically be manufactured so as to have good "dead-fold" properties so as to remain in a wrapped position and not spring back to an "unwrapped" and planar form.
Laminate films will typically have good water vapor barrier properties as measured by their Water Vapor Permeability Coefficient (WVPC).
Claims (28)
1. A biodegradable polymer blend, comprising:
at least one stiff synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.; and at least one soft synthetic biodegradable polymer having a glass transition temperature less than about 0°C., wherein the polymer blend is suitable for formation into at least one of extruded sheets and blown films.
at least one stiff synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.; and at least one soft synthetic biodegradable polymer having a glass transition temperature less than about 0°C., wherein the polymer blend is suitable for formation into at least one of extruded sheets and blown films.
2. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer includes at least one of a modified polyethylene terephthalate, a polyesteramide, or an aliphatic polyester having repeating units of from 2 to 4 carbons atoms.
3. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer includes at least one of polylactic acid, a polylactic acid derivative, a modified polyethylene terephthalate in which a portion of the terephthalate groups are sulfonated and in which a portion of the ethylene groups are replaced with at least one of alkylene oxide or polyalkylene oxide groups, a terpolymer including units formed from glycolide, lactide and ~-caprolactone, a polyalkylene carbonate, or a polyesteramide formed from at least one diacid, at least one diol, and at least one amino acid.
4. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer includes at least one of an aliphatic polyester having repeating units of at least 5 carbon atoms or a polyester including units formed from an aliphatic diol, an aliphatic diacid and an aromatic diacid.
5. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer includes at least one of polycaprolactone, polyhydroxybutyrate-hydroxyvalerate copolymer, polybutylene succinate, polybutylene succinate adipate, or an aliphatic-aromatic copolyester including units formed from adipic acid, dialkyl terephthalate, and at least one aliphatic diol.
6. A biodegradable polymer blend as defined in claim 1, further including at least one natural polymer or derivative thereof.
7. A biodegradable polymer blend as defined in claim 6, wherein the at least one natural polymer or derivative thereof comprises thermoplastically processable starch.
8. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer is included in an amount of about 20% to about 99% by combined weight of the stiff and soft biodegradable polymers and the soft biodegradable polymer is included in a concentration in a range of about 1 % to about 80% by combined weight of the stiff and soft biodegradable polymers.
9. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer is included in an amount of about 50% to about 98% by combined weight of the stiff and soft biodegradable polymers and the soft biodegradable polymer is included in a concentration in a range of about 2% to about 50% by combined weight of the stiff and soft biodegradable polymers.
10. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer is included in an amount of about 80% to about 95% by combined weight of the stiff and soft biodegradable polymers and the soft biodegradable polymer is included in a concentration in a range of about 5% to about 20% by combined weight of the stiff and soft biodegradable polymers.
11. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer has a glass transition temperature greater than about 20°C.
12. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer has a glass transition temperature greater than about 30°C.
13. A biodegradable polymer blend as defined in claim 1, wherein the stiff synthetic biodegradable polymer has a glass transition temperature greater than about 40°C.
14. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer has a glass transition temperature less than about -10°C.
15. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer has a glass transition temperature less than about -20°C.
16. A biodegradable polymer blend as defined in claim 1, wherein the soft synthetic biodegradable polymer has a glass transition temperature less than about -30°C.
17. A biodegradable polymer blend as defined in claim 1, further including at least one non biodegradable polymer.
18. A biodegradable polymer blend as defined in claim 1, further including at least one particulate filler.
19. A biodegradable polymer blend as defined in claim 1, further including at least one plasticizer.
20. A biodegradable polymer blend as defined. in claim 1, wherein the soft biodegradable polymer includes one or more diisocyanate chain extenders.
21. A biodegradable polymer blend as defined in claim 1, wherein the biodegradable polymer blend is in the form of a sheet or film.
22. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film has dead-fold properties suitable for use as a packaging wrap.
23. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film is textured so as to increase its bulk hand feel compared to a sheet that is not textured.
24. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film includes printing on at least a portion thereof.
25. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film is laminated with at least one additional sheet or film.
26. A biodegradable polymer blend as defined in claim 21, wherein the sheet or film is laminated with a molded article of manufacture.
27. A biodegradable polymer blend in the form of a sheet or film, comprising:
at least one synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.; and at least one biodegradable polymer having a glass transition temperature less than about 0°C, wherein the biodegradable sheet or film is textured or includes at least one particulate filler in an amount so that the sheet or film has dead-fold properties that render the sheet or film suitable for use as a packaging wrap.
at least one synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.; and at least one biodegradable polymer having a glass transition temperature less than about 0°C, wherein the biodegradable sheet or film is textured or includes at least one particulate filler in an amount so that the sheet or film has dead-fold properties that render the sheet or film suitable for use as a packaging wrap.
28. A biodegradable polymer blend, comprising:
at least one synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.;
at least one biodegradable polymer having a glass transition temperature less than about 0°C; and at least one particulate filler in an amount of at least about 5% by weight of the polymer blend, wherein the polymer blend is suitable for formation into at least one of extruded sheets and blown films.
at least one synthetic biodegradable polymer having a glass transition temperature greater than about 10°C.;
at least one biodegradable polymer having a glass transition temperature less than about 0°C; and at least one particulate filler in an amount of at least about 5% by weight of the polymer blend, wherein the polymer blend is suitable for formation into at least one of extruded sheets and blown films.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/648,471 | 2000-08-23 | ||
US09/648,471 US6573340B1 (en) | 2000-08-23 | 2000-08-23 | Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials |
PCT/US2001/010052 WO2002016468A1 (en) | 2000-08-23 | 2001-03-28 | Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2419574A1 true CA2419574A1 (en) | 2002-02-28 |
CA2419574C CA2419574C (en) | 2011-07-26 |
Family
ID=24600918
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA2419574A Expired - Lifetime CA2419574C (en) | 2000-08-23 | 2001-03-28 | Biodegradable polymer films and sheets suitable for use as laminate coatings as well as wraps and other packaging materials |
Country Status (13)
Country | Link |
---|---|
US (1) | US6573340B1 (en) |
EP (3) | EP1311582B2 (en) |
JP (2) | JP4198984B2 (en) |
KR (1) | KR100596275B1 (en) |
CN (1) | CN1247658C (en) |
AU (1) | AU2001249584A1 (en) |
BR (1) | BR0113483B1 (en) |
CA (1) | CA2419574C (en) |
CY (2) | CY1114388T1 (en) |
DK (2) | DK1311582T3 (en) |
ES (2) | ES2575010T3 (en) |
PT (2) | PT1311582E (en) |
WO (1) | WO2002016468A1 (en) |
Cited By (1)
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RU2822033C1 (en) * | 2023-11-23 | 2024-06-28 | Федеральное государственное автономное образовательное учреждение высшего образования "Национальный исследовательский Нижегородский государственный университет им. Н.И. Лобачевского" (ННГУ) | Method of producing biodegradable composite material with bactericidal properties based on modified starch and polyhexamethylene guanidine chloride |
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- 2000-08-23 US US09/648,471 patent/US6573340B1/en not_active Expired - Lifetime
-
2001
- 2001-03-28 BR BRPI0113483-3A patent/BR0113483B1/en not_active IP Right Cessation
- 2001-03-28 EP EP01922824.6A patent/EP1311582B2/en not_active Expired - Lifetime
- 2001-03-28 ES ES10185040.2T patent/ES2575010T3/en not_active Expired - Lifetime
- 2001-03-28 WO PCT/US2001/010052 patent/WO2002016468A1/en active Application Filing
- 2001-03-28 EP EP10185040.2A patent/EP2357209B1/en not_active Expired - Lifetime
- 2001-03-28 AU AU2001249584A patent/AU2001249584A1/en not_active Abandoned
- 2001-03-28 PT PT1922824T patent/PT1311582E/en unknown
- 2001-03-28 DK DK01922824.6T patent/DK1311582T3/en active
- 2001-03-28 DK DK10185040.2T patent/DK2357209T3/en active
- 2001-03-28 ES ES01922824T patent/ES2424619T3/en not_active Expired - Lifetime
- 2001-03-28 PT PT101850402T patent/PT2357209E/en unknown
- 2001-03-28 CN CNB018145329A patent/CN1247658C/en not_active Expired - Lifetime
- 2001-03-28 JP JP2002521561A patent/JP4198984B2/en not_active Expired - Lifetime
- 2001-03-28 KR KR20037002340A patent/KR100596275B1/en active IP Right Grant
- 2001-03-28 EP EP16160103.4A patent/EP3109272A1/en not_active Withdrawn
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2008
- 2008-03-13 JP JP2008064441A patent/JP5530072B2/en not_active Expired - Lifetime
-
2013
- 2013-08-13 CY CY20131100693T patent/CY1114388T1/en unknown
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2016
- 2016-06-15 CY CY20161100523T patent/CY1117642T1/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2822033C1 (en) * | 2023-11-23 | 2024-06-28 | Федеральное государственное автономное образовательное учреждение высшего образования "Национальный исследовательский Нижегородский государственный университет им. Н.И. Лобачевского" (ННГУ) | Method of producing biodegradable composite material with bactericidal properties based on modified starch and polyhexamethylene guanidine chloride |
Also Published As
Publication number | Publication date |
---|---|
JP5530072B2 (en) | 2014-06-25 |
PT2357209E (en) | 2016-06-14 |
WO2002016468A1 (en) | 2002-02-28 |
CN1468273A (en) | 2004-01-14 |
EP1311582A1 (en) | 2003-05-21 |
JP2008255349A (en) | 2008-10-23 |
JP2004506792A (en) | 2004-03-04 |
CN1247658C (en) | 2006-03-29 |
KR20030069984A (en) | 2003-08-27 |
BR0113483A (en) | 2003-04-15 |
EP2357209A1 (en) | 2011-08-17 |
DK1311582T3 (en) | 2013-10-14 |
ES2424619T3 (en) | 2013-10-07 |
ES2575010T3 (en) | 2016-06-23 |
DK2357209T3 (en) | 2016-06-27 |
BR0113483B1 (en) | 2011-12-27 |
EP1311582A4 (en) | 2006-08-16 |
US6573340B1 (en) | 2003-06-03 |
CY1114388T1 (en) | 2016-08-31 |
JP4198984B2 (en) | 2008-12-17 |
CA2419574C (en) | 2011-07-26 |
AU2001249584A1 (en) | 2002-03-04 |
PT1311582E (en) | 2013-08-26 |
EP2357209B1 (en) | 2016-03-16 |
EP1311582B2 (en) | 2021-12-22 |
CY1117642T1 (en) | 2017-04-26 |
EP1311582B1 (en) | 2013-05-15 |
KR100596275B1 (en) | 2006-07-03 |
EP3109272A1 (en) | 2016-12-28 |
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